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luxury seaside houses for sale Monroe County, United States (page 2)

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Seaside house with pool and terrace Key Largo (United States)

Experience the pinnacle of coastal luxury in this spectacular 4-bedroom, 4.5-bathroom estate, offering 3,454 square feet of light-filled living space on an oversized 26,450-square-foot lot. Commanding 170 feet of seawall, the property delivers unobstructed views across a picturesque water basin. This prime location provides ample deep-water maneuvering room for multiple large vessels, making it a true paradise for avid boaters. Exceptional curb appeal welcomes you, featuring a paved driveway and lighted landscaping. Inside, architectural grandeur meets effortless comfort. The living room features an inviting fireplace and flows seamlessly into an adjacent den. The kitchen is a culinary haven, with a generous center island that seats four. Positioned as a private sanctuary, the master suite boasts soaring ceilings, oversized walk-in closet, and an exclusive covered patio. The spa-like master bath looks directly onto a dedicated orchid lanai. Outdoors, an entertainer’s paradise awaits: a large covered living area transitions into a fully equipped summer kitchen—complete with a built-in grill and refrigerator drawers—all framed by lush, tropical landscaping and a sparkling heated pool. A spacious three-car garage completes this unparalleled waterfront retreat.

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$13,800,000
321m²
4bedrooms
5bathrooms
land 10,703.9ha

By Ocean Reef Club Sotheby's International Realty

50

Seaside house with garden Key West (United States)

Welcome to 1724 Rose Street, a spacious single-family home on a generous corner lot in a quiet Midtown neighborhood, close to Key West's beautiful beaches. The main level features an inviting open-concept kitchen, dining, and living area, along with three bedrooms and two baths. Freshly painted inside and out, the home is move-in ready while offering an opportunity to add your own personal touches and updates. The upstairs addition was done in 2016 offering two additional studio spaces. Both studios provide exceptional flexibility and could potentially be configured with a separate entrance, making them ideal for guests, extended family, a home office, or additional living accommodations. The large corner lot offers off-street parking for 2-3 vehicles, plus abundant on street parking. Out back, the spacious yard has plenty of room to create your own private oasis, with space for a large pool, outdoor lounging and entertaining areas, plus ample storage. With its flexible layout, generous lot, parking, and desirable Midtown location, this property offers numerous possibilities--from a comfortable home for a large family to monthly vacation rental use or employee housing. A rare opportunity to create a spacious Key West retreat with room to grow, customize, and enjoy the island lifestyle.

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$1,490,000
232m²
5bedrooms
4bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50
Video

Seaside house with pool Marathon (United States)

Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key with expansive water views, white sand beach, and a true resort-style experience in the Florida Keys. An exceptional investment opportunity, Casa Feliz is a strong producing vacation rental with rental history and future bookings already in place. Set on over 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, this exceptional estate is designed for both relaxation and entertaining. A 148-foot observation dock invites kayaking, paddleboarding, fishing, and endless enjoyment of marine life, while the unique orientation captures both breathtaking sunrise and sunset views over the water, a rare and coveted feature in the Keys. Outdoor living is elevated with a resort-style saltwater pool featuring cascading waterfalls, spillover spa, and fully equipped poolside cabana complete with wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit create the ultimate setting for entertaining or unwinding beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was thoughtfully redesigned to maximize sweeping ocean views from nearly every room. Offering four custom bedroom suites, each with private en-suite bath, the home comfortably accommodates guests in luxury. The top-floor penthouse suite features a private balcony, 180-degree ocean views, custom 96-inch circular bed, and kitchenette with coffee station. Expansive accordion impact glass doors seamlessly blend indoor and outdoor living throughout. The gourmet kitchen showcases Café appliances, induction cooktop, quartz countertops, mosaic tile backsplash, wine cooler, glass shelving, and multiple dining areas ideal for hosting. Additional highlights include a movie theater, library loft, Control4 smart technology, custom millwork, local artist mural, and more. Discover why Grassy Key is the place to be.

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$3,495,000
226m²
4bedrooms
4bathrooms
land 0.3ha

By Ocean Sotheby's International Realty

32

Seaside property with pool Islamorada (United States)

Welcome to your island King suite overlooking the beautiful lagoon at the historic Cheeca Lodge & Spa. Income producing property allowing 28 fabulous owner days! Cheeca handles all vacation rentals making your investment hassle free. The resort offers a spa, Camp Cheeca for the kids, beachfront pool, 9-hole par 3 golf course, lush gardens, bike path, tennis courts, fitness center, 5 star dining, tiki bar, beach, dock, water sports, and fishing. Sleeper sofa in living area for additional sleeping.

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$715,000
51m²
1bedroom
1bathroom

By Ocean Sotheby's International Realty

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16

Seaside house with pool and garden Key Largo (United States)

Wonderfully refreshed! Beautifully decorated four bedroom waterfront Sunrise Cay home. Far reaching views from the second floor of the bay and ocean. Ocean breezes from the front travel through to the back deck for sunset views. The primary suite has expansive water views. The very large screened lower level accommodates all the needs of active boaters and fishing enthusiasts with an extensive tackle room and substantial two car garage. Positioned on a 19,500 square feet large lot and built with over 5,000 square feet of finished living space, this home offers wonderful space, PRIME location, ample sunlight from both directions. The perfect home to enjoy the gorgeous natural beauty of Ocean Reef! 72 ft of canal front for a 42 ft boat on a 38 foot dock.

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$9,900,000
467m²
4bedrooms
4bathrooms
land 0.2ha

By Ocean Reef Club Sotheby's International Realty

50
Video

Seaside house with pool and terrace Islamorada (United States)

Villa 1 offers one of the most coveted locations within the exclusive 22-villa community at The Islands of Islamorada. Ideally positioned as the closest oceanfront villa to the private marina, this exceptional residence enjoys some of the community's most impressive ocean views and an incredible connection to the water. The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

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$4,750,000
239m²
4bedrooms
5bathrooms
land 3.1ha

By Ocean Sotheby's International Realty

49

Seaside house with pool Marathon (United States)

Welcome to your dream escape in the Florida Keys. This spacious 3-bedroom, 3-bath oceanfront townhome in the highly sought-after Bonefish Yacht Club Townhomes offer the perfect blend of coastal and laid-back island living. Set within an intimate marina community of just 34 residences nestled among lush tropical landscaping, this home feels both private and resort-like and also conveys with a deeded boat slip in Bonefish Marina (B-34). Enter through the foyer and up to two levels of open living, with 1,769 sq. ft. thoughtfully oriented for comfort, water views, and easy entertaining. The chef's kitchen features generous cabinetry, ample counter space, and an inviting eat-in island that flows seamlessly into the main living area, where sliding glass doors open to a spacious waterfront balcony overlooking the Key Colony Channel--watch charter boats head out with your morning coffee and return as you relax with a sunset cocktail. The primary suite is a serene retreat with its own private balcony, walk-in closet, and ensuite bath, while two additional bedrooms offer flexible space for guests, family, or a home office, each with access to well-appointed baths. On the ground level, a private garage and generous storage provide the perfect place for fishing gear, paddleboards, and all your Keys lifestyle essentials. Residents enjoy a temperature-controlled pool, expansive sun deck, tiki lounge with wet bar, tennis and pickleball courts, and a private sandy beach. This is a rare opportunity to own a turnkey, single-family attached townhome with a boat slip in one of the Keys' most desirable waterfront communities where every day feels like a vacation. New roof in 2023 and new A/C in 25 with 12 year warranty.

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$899,000
164m²
3bedrooms
3bathrooms
land 0ha

By Ocean Sotheby's International Realty

29

Seaside house with terrace Islamorada (United States)

Charming concrete bungalow in the heart of Islamorada! Move right into this beautifully updated 1BR/1BA retreat featuring fabulous ocean views from your private rooftop deck. Blending timeless Florida Keys charm with modern finishes, this home offers durable concrete construction with beautiful interior finishes, impact windows, an updated electrical panel, and parking for two vehicles. Relax under the covered Chickee Hut while enjoying spectacular Atlantic sunrises and unforgettable sunset skies. Community amenities include dock privileges, the Atlantic Ocean Jetty Area, a community Chickee Hut, and a low HOA fee of just $149/month, all conveniently located near Snake Creek Marina. Looking for a weekend getaway, vacation rental, or full-time island escape, this is your opportunity to experience the best of Florida Keys living.

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$439,000
38m²
1bedroom
1bathroom
land 0ha

By Ocean Sotheby's International Realty

50
Video

Seaside house with pool Key Largo (United States)

Gracious waterfront living awaits at 35 Angelfish Cay Drive, a beautifully renovated canal-front residence in the heart of Ocean Reef Club, Key Largo's premier private club. Perfectly positioned on a deep-water canal with 120 feet of canal frontage, this home offers quick and effortless access to offshore fishing, snorkeling, and diving—an ideal retreat for boating and water-sport enthusiasts. Originally built in 2006 and elegantly reimagined in 2023, the home spans 6,300 square feet of refined interiors designed for relaxed yet luxury living. Featuring 5 bedrooms, 4 full baths, and 2 half baths, the residence offers abundant space for family and guests. Light-filled living areas flow seamlessly into a gourmet kitchen, multiple entertaining spaces, and expansive windows framing tranquil water views. Outside, a generous pool deck invites lounging and gatherings, with gentle steps leading to the private dock—perfect for keeping boats, paddleboards, and all your favorite water toys at the ready. Ideally located within Ocean Reef's amenity-rich environment, this home blends privacy, convenience, and timeless elegance for an unparalleled island lifestyle.

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$18,475,000
589m²
5bedrooms
6bathrooms
land 0.2ha

By Ocean Reef Club Sotheby's International Realty

45
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Seaside house with pool and terrace Key Largo (United States)

Tucked away at the end of a quiet cul-de-sac, 24 Dispatch Creek Court offers a rare combination of privacy, scale, and waterfront living in one of Ocean Reef's most desirable settings. Situated on an expansive 30,542-square-foot homesite with 280 feet of water frontage along picturesque Dispatch Creek, this exceptional residence is just a short boat ride from the Main Marina and the Ocean Reef entrance channel. Designed to accommodate large families and multigenerational living, the home encompasses approximately 8,600 square feet of thoughtfully designed living space. The floor plan features two primary suites, three additional guest bedrooms with ensuite baths, and an elegant study with private bath that can easily serve as a sixth bedroom. A chef's kitchen with butler's pantry serves as the heart of the home and opens seamlessly to a spacious family room, creating an inviting gathering space for everyday living. Formal living and dining rooms, soaring first-floor ceilings, abundant natural light, an elevator, and two separate laundry rooms further enhance the home's comfort and functionality. Walls of glass open to an impressive outdoor living environment where covered seating areas, a summer kitchen, and a stunning infinity-edge pool create the perfect backdrop for entertaining family and friends. Lush tropical landscaping surrounds the property, enhancing both beauty and privacy while framing long water views. The lower level offers a two-car garage with generous additional space for golf carts, vehicles, and scooters, along with substantial storage areas for boating gear, recreational equipment, and seasonal belongings. With extensive dockage, exceptional privacy, and a flexible floor plan designed for comfortable everyday living, 24 Dispatch Creek Court presents a rare opportunity to enjoy the very best of the Ocean Reef lifestyle.

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$14,500,000
801m²
5bedrooms
8bathrooms
land 0.3ha

By Ocean Reef Club Sotheby's International Realty

50
Video

Seaside house with pool and garden Islamorada (United States)

Villa Lago is an Italian-inspired waterfront estate positioned along 220 feet of pristine Florida Bay frontage in Islamorada. Offering 8,194 SF of living space on 1+ acre of bayfront property, a dramatic arrival unfolds beneath soaring 30ft ceilings, leading into a grand living space framed by turquoise bay views. An arcaded hallway with a hand-tiled barrel-vaulted ceiling connects interiors featuring Italian finishes, exquisite marble details, five fireplaces, hand-painted ceiling frescoes, and a one-of-a-kind imported tile roof. Florentine-inspired quatrefoil windows, Juliette balconies, wrought-iron railings, copper rain gutters, and hand-carved marble corbels enhance the home's architectural character. The floor plan includes four bedrooms with three guest suites on the main level and a private third-floor primary retreat featuring two fireplaces, an office, tea room, sitting room, custom walk-in closet, private laundry room, spa-inspired bath, and balconies overlooking the living spaces below. The chef's kitchen is appointed with Viking, Miele, U-Line, and Sub-Zero appliances, a walk-in pantry, and dedicated prep kitchen. A pass-through window connects to the outdoor kitchen with a Viking grill, refrigeration, ice maker, bar seating, and covered dining overlooking the pool, beach, and bay. Additional spaces include a formal dining room with a hand-painted ceiling fresco, wellness room, sauna, private theater with wet bar, and a billiards lounge with mahogany coffered ceilings and coconut wood flooring. Outside, an infinity-edge pool, sunken gazebo with swim-up seating, putting green, fountains, and tropical landscaping. Deep-water dockage, a white-sand beach, and crystal-clear waters provide immediate access to world-renowned fishing, diving, snorkeling, and boating. Additional features include an air-conditioned boat room with skiff ramp, over 4,000 SF of collector's garage space, Control4 smart home integration, an elevator, Sonos, and secure walled & gated grounds.

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$29,000,000
761m²
4bedrooms
6bathrooms
land 0.4ha

By Ocean Sotheby's International Realty

50

Seaside house with pool and garden Marathon (United States)

Perfectly positioned on an expansive corner lot within the exclusive island enclave of Duck Key, this exceptional 3-bedroom, 3-bath residence captures breathtaking ocean views and a sense of openness rarely found in the Keys. Set directly across from the ocean and adjacent to a privately owned great lawn, the property enjoys an enhanced feeling of space, privacy, and tranquility. The upper level offers 2 bedrooms and 2 full baths, thoughtfully designed to maximize natural light and showcase stunning water views. The open-concept living, dining, and kitchen spaces flow effortlessly together, creating an airy, sun-filled interior where the outdoors become part of everyday living. Sliding glass doors from both the primary suite and main living area open to a beautiful balcony, where sweeping ocean views create a captivating backdrop from sunrise to sunset. From the moment you enter, the views command your attention. The lower level offers a 1-bedroom, 1-bath layout with laundry and is designated as legal non-conforming--ideal for guests, extended family, or flexible lifestyle needs. Outside, a spectacular private resort-style pool creates a true tropical retreat, complete with a cascading waterfall, spray fountains, and a zero-entry beach-style entrance. Life in Duck Key is about far more than the home itself. This sought-after island community offers walkability, golf-cart convenience, and relaxed coastal elegance. Enjoy two marinas with fuel, boat storage, and watersport access, along with optional Club Duck Key amenities including pickleball, tennis, swimming, and a vibrant social atmosphere. Two island restaurants further enhance the ease of daily living. Perfectly positioned midway between Miami and Key West, Duck Key offers exceptional convenience with easy access to Marathon and its private airport, all while preserving the privacy, charm, and exclusivity of island living. This is your chance to embrace the island life.

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$1,195,000
140m²
3bedrooms
3bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50

Seaside property with pool Marathon (United States)

of Marathon’s most vibrant & amenity rich, waterfront communities, this beautifully appointed 2 bedroom, 2 bath residence offers the ideal blend of island living, convenience, and value; without the traditional Florida Keys price tag. From the moment you arrive, the setting feels elevated, vibrant and unmistakably island inspired. Ideally situated within the community offering beautiful open water views, this residence enjoys a premier location with sweeping vistas from the top-level balcony, perfect for morning coffee or sunset cocktails. Inside, the light-filled interior features a stylish granite and stainless-steel kitchen, central air, interior laundry, and thoughtfully designed living spaces. Enjoy covered parking, under-home space, and easy access to the dock and waterfront gathering areas. Resort-style amenities include a beautiful pool, kayak launch, fire pits, outdoor kitchen, sun deck, and community lounge spaces. Walk, bike, or golf cart to waterfront restaurants, bars, live music, kayak and jet ski rentals, the iconic Seven Mile Bridge, and the scenic pedestrian bridge. $22,500 in secured rental income already in place for 2027. One of the most affordable newer construction opportunities in the Keys offering this level of lifestyle, amenities, and location. Please note: ownership is subject to monthly lot rent.

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$464,950
89m²
2bedrooms
2bathrooms

By Ocean Sotheby's International Realty

16

Seaside house with pool and garden Marathon (United States)

Casa Mañana Shores, located in the heart of Marathon, is a developer's dream or a private owner's potential paradise. This secured gulf front estate offers 3.86 acres of land and is surrounded by an eight foot concrete wall with three gated entrances. The property boasts approximately 540 linear feet of Highway frontage and 695 linear feet of water frontage. It offers 218 feet of concrete seawall, including a cut-in protected boat slip. There is even room for a helicopter landing pad to be installed. This unique property is zoned mixed-use commercial and comes with one commercial transferable building right. It is currently a private residence with a separate garage and workshop. The 10,852 square foot mansion is solid concrete construction. It has six bedrooms, ten and a half bathrooms, a sauna, game room and great room. Repairs are needed, and the interior needs significant updating. An attached partially screened enclosure holds an impressive 12 ft deep swimming pool that measures 25 x 50 ft. The garage/workshop is a separate structure with two rooms with a mini split air conditioner. The existing structures could be demolished for those with a vision, leaving you with a 3.86 acre blank canvas in the center of town. Its versatile zoning designation offers multiple possibilities for residential and/or commercial use. Over the years it has previously housed a motel with a marina, a 19-unit trailer park, and a restaurant. This property presents the opportunity to create the ultimate secluded retreat of your dreams!

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$9,500,000
1,008m²
6bedrooms
11bathrooms
land 1.6ha

By Ocean Sotheby's International Realty

50

Seaside house with pool Marathon (United States)

Duck Key Pool Home with Legal Downstairs Living & Exceptional Flexibility. Beautifully updated 4BR/3BA pool home on the desirable island of Duck Key, thoughtfully renovated with permits and designed for comfortable coastal living. A standout feature of this home is the legal, permitted downstairs living area (pre-1973), which offers a private space complete with a living room, bedroom, bath, and kitchenette. This flexible layout is ideal for extended family, long-term guests, or creating a separate retreat within the home--an increasingly rare advantage in the Florida Keys. Upstairs, the main living area features updated finishes and generous closet space throughout, providing both comfort and functionality. The home is offered fully furnished and move-in ready, allowing for immediate enjoyment. Step outside to your own private tropical setting, featuring: a sparkling pool and tiki hut for entertaining; lush landscaping with pineapple, fig, starfruit, and avocado trees; a private putting green; and partial Atlantic Ocean views. Additional highlights include two attached garage spaces and access to a voluntary homeowners clubhouse. Conveniently located near Duck Key Marina and Hawk's Cay Resort amenities, with optional memberships available. A rare opportunity to own a versatile, move-in-ready home in one of the Florida Keys' most sought-after communities. Check out the marina and the perks of being a homeowner on Duck Key. https://www.duckkeymarina.com/ for boat slips, https://hawks-cay-resort.playbypoint.com/f/hawks-cay-resort/memberships, https://www.hawkscay.com/, and http://www.clubduckkey.com/ for memberships! All in your backyard.

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$1,374,499
234m²
4bedrooms
3bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50
Video

Seaside house with pool and garden Tavernier (United States)

Escape to Palm Paradise, a breathtaking oceanfront estate on 7.64 private acres in Islamorada, offering 369 feet of shoreline and sweeping Atlantic views. Tucked behind gates on Plantation Key, this secluded retreat combines lush tropical landscaping with unmatched privacy for the ultimate island escape. The 8,988-square-foot main residence showcases exceptional craftsmanship and thoughtful design. One wing features a dramatic two-story primary suite with a private office, while the opposite wing includes four additional bedrooms and four bathrooms across two levels. A separate two-bedroom guest house provides extra space for visitors, and a whole-house generator adds convenience and peace of mind. Inside, custom woodwork, coffered ceilings, built-ins, and high-end finishes create a warm yet refined atmosphere. Amenities include a chef's kitchen, wine cellar, private gym, elevator, and seamless indoor-outdoor living spaces ideal for entertaining or relaxing by the water. Resort-style outdoor features include a custom pool, tiki bar, outdoor kitchen, beachside fire pit, putting green, observation pier, and a lighted tennis court with cabana. Convenient access by seaplane, helicopter, or a 90-minute drive from Miami makes travel effortless. Perfect for boating enthusiasts, the estate is near dockage and concierge dry storage options. Located in the heart of Islamorada, Palm Paradise offers easy access to world-class fishing, boating, dining, and the laid-back luxury of the Florida Keys. Offered at $26.4M, Palm Paradise is a rare opportunity to own a private waterfront compound ideal for luxury living, family retreats, or executive escapes.

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$26,400,000
835m²
7bedrooms
10bathrooms
land 3.1ha

By Ocean Sotheby's International Realty

50
Video

Seaside house with pool and terrace Key Largo (United States)

Welcome to Tranquility, an exceptional three-bedroom oceanfront residence at Playa Largo Ocean Residences, an intimate and private luxury waterfront enclave in the heart of Key Largo, Florida. Thoughtfully designed as a secluded coastal retreat, this gated community offers a rare sense of privacy and exclusivity while remaining moments from the island's finest dining, boating, and resort amenities. Positioned within a low-density, purpose-built oceanfront development, the residence was constructed to the highest coastal engineering standards, ensuring durability, performance, and long-term value. Offered fully furnished with a designer-curated interior package, the home delivers a seamless turnkey experience with refined finishes, clean architectural lines, and thoughtfully designed living spaces. Expansive terraces extend the living environment outdoors, offering a tranquil setting for both relaxation and entertaining. The open-concept kitchen, dining, and living areas are filled with natural light and oriented toward the water, while each private bedroom suite provides a serene retreat for owners and guests alike. Every detail has been considered to balance comfort, elegance, and effortless livability. Owners enjoy access to a private clubhouse, resort-style swimming pool, and beautifully landscaped grounds. When you participate in the Playa rental management program, you can enjoy the renowned Playa Largo Resort & Spa world-class waterfront dining, spa services, beach amenities, and ramp access, elevating both daily living and rental appeal. A defining attribute of this offering is its rare flexibility of ownership and income potential, providing uncommon control over both personal use and revenue strategy. This residence presents an exceptional opportunity as a private vacation retreat, a luxury short-term rental, or a long-term investment in one of the Florida Keys' most established and highly sought-after communities.

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$2,780,000
232m²
3bedrooms
3bathrooms
land 0ha

By Ocean Sotheby's International Realty

48
Video

Seaside house with pool and terrace Key Largo (United States)

Welcome to ''Coral Breeze'', an exceptional premiere four-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for everyday use and entertaining, while each bedroom suite offers privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, landscaped grounds, and on-site kayak and paddleboard launch. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from adjacent resort infrastructure. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a stabilized income property, or a long-term hold in one of the Florida Keys most established resort communities.

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$3,705,000
261m²
4bedrooms
5bathrooms
land 0ha

By Ocean Sotheby's International Realty

47
Video

Seaside house with pool and garden Islamorada (United States)

Wake up to endless ocean views and the effortless simplicity of life on the beach. This pristine three-bedroom, two-bath oceanfront retreat offers a private, gated setting with a pool, spacious covered patio, and beautiful beach and ocean views from the upper porch, lower-level patio, living area, and two of the three bedrooms. Fully remodeled in 2021, this charming getaway was thoughtfully refreshed throughout, including impact windows and doors, a metal roof, new flooring, appliances, central air conditioning, pool equipment, and an electric entry gate. Coastal cottage-inspired furnishings and finishes create a casual, welcoming atmosphere designed for effortless island living. From mornings overlooking the ocean to afternoons by the pool, this beautifully maintained home captures the relaxed simplicity of the Florida Keys lifestyle.

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$2,790,000
130m²
3bedrooms
2bathrooms
land 0.1ha

By Ocean Sotheby's International Realty

50
Video

Seaside house with pool and terrace Key Largo (United States)

Stunning tropical modern home on 5th hole of the Hammock Golf Course. Situated in the exclusive and gated community of Ocean Reef Club in Key Largo, this home is designed with family and entertaining in mind. The home is fully equipped with 5 en-suite bedrooms, a gourmet MIA CUCINA Italian kitchen, Wolfe/Subzero appliances, an elevator, a custom designed swimming pool with spa, a cabana bath, an outdoor summer kitchen, a spacious covered carport for golf cart parking, mud room with built-ins, and much more. The split-level design of this home provides the perfect balance of living spaces. The main level has a large master suite along with a spacious open floor plan combining living, kitchen, family, and flex spaces to meet everyone's needs. The split-level provides for a private secondary master suite with kitchenette, perfect for visiting guests and family. The top level of the home provides three additional bedrooms and bathrooms, along with a secondary family room, a kitchenette, and a second laundry room. The private elevator makes it easy to access all levels at the push of a button. This custom-designed home was built by IKON Builders.

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$8,495,000
457m²
5bedrooms
6bathrooms
land 0.2ha

By Ocean Reef Club Sotheby's International Realty

50

Seaside house with pool and garden Islamorada (United States)

The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for either full time residency or effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

… 
$3,800,000
239m²
4bedrooms
5bathrooms
land 3.1ha

By Ocean Sotheby's International Realty

50

Seaside house with pool and terrace Islamorada (United States)

The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for either full time residency or effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

… 
$4,000,000
239m²
4bedrooms
5bathrooms
land 3.1ha

By Ocean Sotheby's International Realty

50

Seaside house with pool and terrace Islamorada (United States)

The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for either full time residency or effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

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$4,000,000
239m²
4bedrooms
5bathrooms
land 3.1ha

By Ocean Sotheby's International Realty

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Seaside house with pool and terrace Key Largo (United States)

This exceptional waterfront home is ideally positioned to capture stunning panoramic water views. Meticulous craftsmanship is evident throughout, highlighted by a chef's kitchen with granite-topped islands and a butler's pantry with two wine coolers. First-floor master suite with beautiful water views. Four elegantly appointed guest suites offer luxurious en-suite baths. Experience the best of outdoor entertaining with covered living spaces and a summer kitchen. The property boasts 139 feet of seawall, accommodating multiple boats and water toys, complete with a boat lift. The beautiful screened pool patio creates an inviting outdoor living area. The expansive 2,685 SF garage provides ample space for vehicles and a possible game room, making this the perfect family retreat to enjoy all the Florida Keys has to offer. Quick access to the Bay for beautiful sunset cruises. Located on a quiet cul-de-sac with ultimate privacy.

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$16,950,000
491m²
5bedrooms
6bathrooms
land 0.2ha

By Ocean Reef Club Sotheby's International Realty

50
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Seaside house with pool and garden Key Largo (United States)

Welcome to 600 Coral Lane – A Private Hawaiian-Inspired Luxury Estate. Nestled on a rare double lot at the end of a cul-de-sac, this breathtaking six bedroom en-suite estate offers privacy, elegance, and effortless coastal living. The Hawaiian-Inspired architecture features a unique 4-pod design ensuring spacious, private living, while simultaneously providing a plethora of entertaining space with breathtaking peekaboo views of the Atlantic Ocean. Glass sliding pocket doors throughout this home seamlessly blend indoor and outdoor living. Step into a 2,200 sq. ft. outdoor oasis, where a 60 foot free-form pool, cascading waterfall, a permanent gazebo, and a gourmet summer kitchen set the stage for unparalleled relaxation. Inside, luxury abounds with hand-carved entrance doors, single-quarry tile floors, a grand dining room, and an elevator. Energy-efficient features include five-zone HVAC, dual water heaters, a whole-house generator with two 500-gallon propane tanks, and a solar-friendly design. Additional highlights include wine storage with dedicated temperature control, automated irrigation, a mosquito-repelling system, and riparian rights for unmatched privacy. Minutes from the Member's Fitness Center & Spa and the Academy at Ocean Reef, this coastal retreat offers modern comforts with unprecedented privacy and tranquility. Experience paradise at 600 Coral Lane.

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$6,500,000
357m²
6bedrooms
7bathrooms
land 0.3ha

By Ocean Reef Club Sotheby's International Realty

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